San Mateo vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for San Mateo vacation rentals

Stay near San Mateo's top sights

Hillsdale Shopping Center150 locals recommend
San Mateo County Event Center16 locals recommend
Whole Foods Market158 locals recommend
San Mateo Central Park29 locals recommend
Trader Joe's21 locals recommend
Marina Plaza Shopping Center3 locals recommend

Other great vacation rentals in San Mateo

Superhost

Guest suite in Millbrae

4.78 out of 5 average rating, 1082 reviews

Charming Private Studio Near SFO

Sep 27 – Oct 4

G$23,905 GYD per night
Guest favorite

Guesthouse in Sunnyvale

4.96 out of 5 average rating, 386 reviews

Private cottage in a garden

Dec 17 – 24

G$24,444 GYD per night
Guest favorite

Guest suite in San Bruno

4.88 out of 5 average rating, 866 reviews

Modern room & loft, private entrance

Jul 6 – 13

G$16,578 GYD per night
Superhost

Guesthouse in Belmont

4.84 out of 5 average rating, 202 reviews

Charming Cottage Studio

May 26 – Jun 2

G$20,249 GYD per night
Guest favorite

Guesthouse in Redwood City

4.93 out of 5 average rating, 296 reviews

Soak up the Serenity on the Patio of a Charming Cottage

Jan 26 – Feb 2

G$22,667 GYD per night
Guest favorite

Home in Redwood City

4.97 out of 5 average rating, 289 reviews

Private suite

Jul 3 – 10

G$30,409 GYD per night
Guest favorite

Guest suite in Emerald Hills

4.92 out of 5 average rating, 146 reviews

Elegant retreat in Redwood City

Sep 9 – 16

G$25,740 GYD per night
Guest favorite

Apartment in Burlingame

4.97 out of 5 average rating, 403 reviews

Home away from home in wonderful Burlingame

Mar 25 – Apr 1

G$35,828 GYD per night

Other great vacation rentals in San Mateo

Guest favorite

Guest suite in Redwood City

4.94 out of 5 average rating, 294 reviews

Beautiful Studio

Jan 25 – Feb 1

G$26,703 GYD per night
Guest favorite

Guesthouse in Redwood City

4.88 out of 5 average rating, 156 reviews

Modern Studio Cottage with Private Entrance

Oct 2 – 9

G$26,194 GYD per night
Guest favorite

Home in Sunnyvale

4.97 out of 5 average rating, 274 reviews

Comfortable, Modern, Bright w/Patio

Jul 8 – 15

G$28,355 GYD per night
Guest favorite

Guesthouse in Pacifica

4.98 out of 5 average rating, 370 reviews

NEW Private Studio! Close to SF/SFO/Beach Sanitize

Dec 10 – 17

G$27,528 GYD per night
Guest favorite

Guesthouse in Woodside

4.96 out of 5 average rating, 156 reviews

Mountain Retreat

Aug 8 – 15

G$27,416 GYD per night
Superhost

Home in Redwood City

4.88 out of 5 average rating, 180 reviews

NEW! Beautiful Studio/Cottage

Apr 3 – 10

G$26,376 GYD per night
Guest favorite

Guesthouse in Emerald Hills

4.89 out of 5 average rating, 181 reviews

Serene Studio in Emerald Hills

Jul 20 – 27

G$24,383 GYD per night
Guest favorite

Home in Mountain View

4.92 out of 5 average rating, 332 reviews

391 - Mini studio in the heart of Silicon Valle

Jan 19 – 26

G$21,709 GYD per night

Quick stats about vacation rentals in San Mateo

  • Total rentals

    590 properties

  • Rentals with dedicated workspaces

    320 properties have a dedicated workspace

  • Rentals with a pool

    90 properties have a pool

  • Pet-friendly rentals

    130 properties allow pets

  • Family-friendly rentals

    190 properties are a good fit for families

  • Total number of reviews

    17K reviews

Your guide to San Mateo

All About San Mateo

Nestled between the hilly metropolis of San Francisco and urban San Jose, with the sweeping sands of Half Moon Bay to the west, the city of San Mateo boasts easy access to cultural hotspots, natural beauty, and a world-class food scene.

People are drawn here to admire nearly 45,000 artworks at the Cantor Arts Center at Stanford University, hike among the dramatic scenery at either end of Purisima Creek, and savor hard-to-beat ramen and crab nigiri at one of San Mateo’s established cluster of Japanese restaurants. There’s also public art to enjoy all around town, with vivid murals on numerous buildings, including the 1963 mosaic mural on South El Camino Real.

Less than half an hour west of San Mateo, Half Moon Bay boasts Surfers’ Beach for beginners and Mavericks for seasoned pros who want to take on wild waves. The same distance north, you can taqueria-hop in San Francisco’s Mission District and ride the city’s famous cable cars.


The best time to stay in a vacation rental in San Mateo

San Mateo is known for its mild, damp winters and dry summers. A lot of activities are outdoors, from kayaking in the bay to hiking and biking, so the summer and fall seasons are the best times to book San Mateo vacation rentals. Temperatures are at their most comfortable from April through October, and the changing colors of the leaves bring a range of pumpkin beers from the region’s breweries.

Layers are important in the colder months, as drizzle and searing sunshine are both possibilities in different parts of the Bay Area at any one time. You can see gray whales at Pacifica between February and April.


Top things to do in San Mateo

Japanese Tea Garden

The Japanese Tea Garden is one of the main attractions in Central Park, San Mateo’s main community park. The garden covers over 16 acres of manicured lawns, including a pagoda tower, a koi pond, and a teahouse for a quiet afternoon among delicate cherry blossoms. This serene site was designed by the landscape architect who worked on the Tokyo Imperial Palace.

Coyote Point

Less than 20 minutes from downtown by bike or road, Coyote Point is a popular spot for activities like windsurfing and sailing. If you’re cycling, the San Francisco Bay Trail crosses the park, so you can extend your ride north all the way to San Francisco or south to Palo Alto. At the water’s edge, you’ll find a marina and a beach, backing onto an 18-hole golf course.

Filoli Historic House & Garden

A 15-minute drive from San Mateo, this Georgian Revival house and its pristine landscaped gardens span over 650 acres. Wander around the terraces for commanding views of the Santa Cruz Mountains and cross Fault Creek Bridge to step over the famous San Andreas Fault. A spring visit will be rewarded with fragrant cherry and apple blossom.

Frequently Asked Questions

  • Where should I stay in San Mateo?

    Make yourself at home in San Mateo by choosing from our most frequently booked neighborhoods. We have over 700 vacation rentals in Vintage Park, over 700 vacation rentals in San Mateo Woods, and over 580 vacation rentals in Hillsdale.

  • Are there pet-friendly vacation rentals in San Mateo?

    Four-legged friends are welcome in San Mateo. Choose from more than 130 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in San Mateo?

    Yes! Work meets play with ease at over 320 vacation rentals in San Mateo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there San Mateo vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 90 vacation homes with pools in San Mateo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do townhouse rentals in San Mateo have air conditioning?

    Absolutely! We offer over 10 townhouse rentals with air conditioning in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in guesthouse rentals in San Mateo?

    Experience the best of San Mateo with our guesthouse rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do condo rentals in San Mateo have wifi?

    Absolutely! We offer over 10 condo rentals with wifi in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in San Mateo have a bbq area?

    Absolutely! We offer over 40 house rentals with a bbq area in San Mateo. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly apartment rentals in San Mateo?

    San Mateo has more than 30 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in San Mateo have a gym?

    Absolutely! We offer over 60 apartment rentals with a gym in San Mateo. Enjoy a tailored experience with all the comforts you desire.

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